ethyl 1H-benzo[d]imidazole-2-carboxylate

Base Information

• Chemical Name: ethyl 1H-benzo[d]imidazole-2-carboxylate
• CAS No.: 1865-09-4
• Molecular Formula: C10H10N2O2
• Molecular Weight: 190.202
• Hs Code.: 2933990090
• European Community (EC) Number: 805-499-6
• DSSTox Substance ID: DTXSID70940101
• Nikkaji Number: J1.800.422D
• Mol file: 1865-09-4.mol

Synonyms:1865-09-4;ethyl 1H-benzo[d]imidazole-2-carboxylate;1H-Benzoimidazole-2-carboxylic acid ethyl ester;ethyl 1H-benzimidazole-2-carboxylate;1h-benzimidazole-2-carboxylic acid ethyl ester;Benzimidazole-2-carboxylic acid ethyl ester;Ethyl benzimidazole-2-carboxylate;Ethyl 1H-1,3-benzimidazole-2-carboxylate;MFCD00721392;1H-Benzimidazole-2-carboxylic acid, ethyl ester;ethyl1H-benzo[d]imidazole-2-carboxylate;ETHYL 2-BENZIMIDAZOLECARBOXYLATE;ethyl 1H-1,3-benzodiazole-2-carboxylate;SCHEMBL4296230;DTXSID70940101;NMYSVCYIPOCLEC-UHFFFAOYSA-N;AKOS005255348;AB06986;FE-0733;SY031987;A4125;CS-0043193;FT-0633885;1h-benzimidazole 2-carboxylic acid ethyl ester;1H-BENZOIMIDAZOLE-2-CARBOXYLICACIDETHYLESTER;Q-102346;BENZIMIDAZOLE-2-CARBOXYLIC ACID ETHYL ESTER

Chemical Property of ethyl 1H-benzo[d]imidazole-2-carboxylate

Chemical Property:

• Melting Point: 212.7-213.7 °C
• Refractive Index: 1.633
• Boiling Point: 350.016 °C at 760 mmHg
• PKA: 10.49±0.10(Predicted)
• Flash Point: 165.484 °C
• PSA: 54.98000
• Density: 1.272 g/cm³
• LogP: 1.73960
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 190.074227566
• Heavy Atom Count: 14
• Complexity: 220

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl1H-Benzimidazole-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=NC2=CC=CC=C2N1

Technology Process of ethyl 1H-benzo[d]imidazole-2-carboxylate

There total 20 articles about ethyl 1H-benzo[d]imidazole-2-carboxylate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

2-benzimidazolecarboxylic acid (2849-93-6) + ethanol (64-17-5) → ethyl 1H-benzimidazole-2-carboxylate (1865-09-4)

Guidance literature:

With thionyl chloride; Heating / reflux;

Reference yield: 79.0%

3-carbethoxy-2-phenyl-Δ3-1,2,4-oxadiazolin-5-one (144167-33-9) → ethyl 1H-benzimidazole-2-carboxylate (1865-09-4) + N-ethoxycarbonyl-N'-phenylurea (34851-26-8)

Guidance literature:

In 1,4-dioxane; Ambient temperature; Irradiation;

DOI:10.1016/S0040-4020(01)88224-7

Reference yield: 78.0%

ethyl 2-(2-(4-methylphenylsulfonamido)phenylimino)acetate (1330785-75-5) → ethyl 1H-benzimidazole-2-carboxylate (1865-09-4)

Guidance literature:

With [bis(acetoxy)iodo]benzene; potassium carbonate; palladium dichloride; In N,N-dimethyl-formamide; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/ol2019955

upstream raw materials:

benzofurazan oxide

ethyl (triphenylphosphoranylidene)acetate

ethanol

Benzimidazol-2-carbonsaeureazid

Refernces

• 1、 -. "ADENOSINE RECEPTOR BINDING COMPOUNDS". Paragraph 00596-00597. . Retrieved 2020/02/06.
• 2、 Li, Gang,He, Ru,Liu, Qiang,Wang, Ziwen,Liu, Yuxiu,Wang, Qingmin. "Formation of Amidinyl Radicals via Visible-Light-Promoted Reduction of N-Phenyl Amidoxime Esters and Application to the Synthesis of 2-Substituted Benzimidazoles". . p. 8646 - 8660. Retrieved 2019/07/08.